5199 LATROBE DR WINDERMERE FL 34786 MLS #O6409961

5199 LATROBE DR
WINDERMERE, FL, 34786
$5,300,000
6 Beds
6.5 Baths
4,665 SqFt
0.52 Acres
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MLS #O6409961 image #0
Set within the gates of renowned Isleworth, this beautifully reimagined golf-front estate presents an exceptional opportunity to experience refined Central Florida living at its finest. Perfectly positioned along Isleworth’s celebrated championship golf course, the residence captures sweeping views of the fourth fairway while offering the privacy, comfort, and sophistication synonymous with the community’s distinguished lifestyle.Thoughtfully renovated and impeccably maintained, the home encompasses more than 6,600 square feet of combined indoor living and covered outdoor space, where contemporary finishes, designer lighting, and warm architectural details create an atmosphere that is both elegant and inviting. Every space has been intentionally curated—from the centrally located gourmet kitchen to the well-appointed utility spaces, resulting in a residence designed for effortless everyday living and elevated entertaining alike.The flexible floor plan offers exceptional versatility to suit a variety of lifestyles, accommodating configurations of up to six bedrooms, or alternatively a combination of bedrooms, office space, fitness room, or additional gathering areas. Six full baths and one half bath are finished with timeless materials and meticulous attention to detail throughout.At the heart of the home, the designer kitchen features sleek white cabinetry, quartz countertops, stainless steel appliances, and seamless connectivity to the expansive family room and casual dining area. Large glass openings invite natural light indoors while providing direct access to the screened lanai and resort-style pool environment beyond.The private primary suite serves as a luxurious retreat, highlighted by porcelain plank flooring, a spa-inspired bath with freestanding soaking tub and walk-in shower, and an oversized custom walk-in closet. Additional guest suites provide comfort and flexibility for family and visitors, while the home’s four-car garage and expansive motor court offer abundant space for automobile enthusiasts and guests alike.Outdoors, the estate transforms into a true private sanctuary. A newly redesigned saltwater pool and spa are enclosed within a custom lanai structure and complemented by an expansive new pool deck, creating a year-round setting for relaxation and entertaining. Lush landscaping, a fenced rear lawn, and panoramic golf course vistas further enhance the sense of serenity and exclusivity.Blending timeless elegance with modern livability, this exceptional Isleworth residence offers a rare combination of spacious design, privacy, and premier golf-front surroundings within one of the finest golf club communities in the world.

Property Details

Price:
$5,300,000
MLS #:
O6409961
Status:
Active
Beds:
6
Baths:
6.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
ISLEWORTH
Neighborhood:
34786windermere
Listed Date:
May 27, 2026
Finished Sq Ft:
4,665
Total Sq Ft:
6,622
Lot Size:
22,749 sqft / 0.52 acres (approx)
Year Built:
1993
TraditionalPoolPrimary Bedroom Main FloorCommunity Gated34786 – Windermere34786windermereIsleworthWindermere ElemChain Of Lakes MiddleOlympia HighPer Isleworth Community Association (ica)8-12 MonthsBreed Restrictions

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Schools

Elementary School:
Windermere Elem
Middle School:
Chain of Lakes Middle
High School:
Olympia High

Interior

Appliances
Built-In Oven, Dishwasher, Disposal, Exhaust Fan, Microwave, Refrigerator
Bathrooms
6 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Ceramic Tile
Heating
Central, Electric, Zoned
Interior Features
Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s)
Laundry Features
Electric Dryer Hookup, In Kitchen, Laundry Room, Washer Hookup
Levels
One

Exterior

Architectural Style
Traditional
Association Amenities
Cable TV, Fence Restrictions, Gated, Playground, Security, Vehicle Restrictions
Attached Garage YN
1
Community Features
Community Boat Ramp, Water Access, Buyer Approval Required, Community Mailbox, Gated Community – Guard, Golf Carts OK, Golf, Park
Construction Materials
Block, Concrete, Stucco
Covered Spaces
4
Direction Faces
Southeast
Exterior Features
French Doors, Irrigation System, Rain Gutters
Garage Spaces
4
Lot Features
Landscaped, On Golf Course
Open Parking YN
1
Parking Features
Driveway, Split Garage
Patio And Porch Features
Deck
Roof
Concrete, Tile
Security Features
Gated Community, Security Gate
Spa Features
Heated, In Ground
View
Golf Course, Water

Financial

HOA Fee
$3,672
HOA Fee Frequency
Quarterly
HOA Includes
24-Hour Guard, Cable TV, Escrow Reserves Fund, Internet, Maintenance Grounds, Maintenance Repairs, Private Road, Security
HOA Name
Dan O’Connell
HOA Phone
407-909-2071
Tax Year
2025
Taxes
$37,241

Map

Community

Subdivisions in WINDERMERE

Market Summary

Current real estate data for Single Family in WINDERMERE as of May 30, 2026
278
Single Family Listed
96
Avg DOM
482
Avg $ / SqFt
$2,469,401
Avg List Price

Property Summary

    Located in the ISLEWORTH subdivision, 5199 LATROBE DR WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $5,300,000 and features 6 beds, 7 baths, and has approximately 4,665 square feet of living space, and was originally constructed in 1993. The current price per square foot is $1,136. The average price per square foot for Single Family listings in WINDERMERE is $482. The average listing price for Single Family in WINDERMERE is $2,469,401. To schedule a showing of MLS#o6409961 at 5199 LATROBE DR in WINDERMERE, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.

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